(3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester

Base Information

Chemical Name:(3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester
CAS No.:85781-31-3
Molecular Formula:C₃₃H₆₁NO₁₀Si₂
Molecular Weight:688.019
Hs Code.:

(3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester

Synonyms:(3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester

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Chemical Property of (3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester

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Technology Process of (3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester

There total 2 articles about (3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 107-30-2
chloromethyl methyl ether

: (3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-dihydroxy-heptanoic acid methyl ester

: 85781-31-3
(3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In chloroform; at 60 ℃; for 5h; Yield given;
DOI:10.1021/ja00350a061

Reference yield:

: 1027640-30-7
(3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-dihydroxy-heptanoic acid

: 85781-31-3
(3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether / 0.5 h

2: i-Pr₂EtN / CHCl₃ / 5 h / 60 °C

With N-ethyl-N,N-diisopropylamine; In diethyl ether; chloroform;
DOI:10.1021/ja00350a061

Reference yield:

: 85781-31-3
(3R,4R,5S,6S)-4-Benzyloxycarbonylamino-7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3,6-bis-methoxymethoxy-heptanoic acid methyl ester

: 520-61-6
(-)-Rosmarinecine

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) H₂, 2.) AcOH / 1.) Pd-C / 1.) THF, 3 atm, 2.) 3 h

2: Bu₄NF / tetrahydrofuran / 0.5 h / 5 °C

3: 51 percent / i-Pr₂EtN / tetrahydrofuran / 6 h

4: 93 percent / pyridine / 1 h

5: 1.) BH₃-Me₂S, 2.) 0.5 N HCl / 1.) THF, 60 deg C, 5 h, 2.) dioxane, 80 deg C, 6 h

With pyridine; hydrogenchloride; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1021/ja00350a061